3(5-tetrazolyl)1,4-diaminoanthraquinones

Abstract

There are described novel compounds of the formula I <IMAGE> (I) wherein the symbols R1, R2, R3, R7 and A have the meanings defined in claim 1, also processes for producing them and their use as dyes for dyeing and printing textile materials, on which are obtained brilliant, deeply colored, blue dyes, particularly on polyester materials.

What is claimed is: 
     
       1. A 1,4-diaminoanthraquinone compound of the formula ##STR125## wherein R 1  and R 2  independently of one another are each hydrogen; C 1  -C 6  alkyl or C 1  -C 6  alkyl substituted by hydroxy, C 1  -C 4  alkoxy or hydroxy-C 1  -C 4  alkoxy; C 5  -C 8  cycloalkyl or C 5  -C 8  cycloalkyl substituted by C 1  -C 3  alkyl; or phenyl or phenyl substituted by C 1  -C 6  alkyl, C 1  -C 6  alkoxy, halogen, nitro, NHCO-C 1  -C 6  alkyl, --COO--C 1  --C 4  alkyl or --COO--C 1  --C 4  hydroxyalkyl; R 3  is hydrogen, cyano, or COOR 4  or CONR 5  R 6 , wherein R 4  is C 1  -C 10  alkyl or C 1  -C 10  alkyl substituted by hydroxy, phenoxy, alkoxy or hydroxyalkoxy or is C 5  -C 8  cycloalkyl, and R 5  and R 6  independently of one another are each hydrogen or C 1  -C 10  alkyl, R 7  is C 1  -C 10  alkyl or C 1  -C 10  alkyl substituted by hydroxy, C 1  -C 4  alkoxy, phenyl or phenyl substituted by C 1  -C 4  alkyl, halogen or nitro, phenyl-C 1  -C 3  alkoxy, phenyl-C 1  -C 3  alkylthio, phenoxy, lower alkanoyl, lower alkanoyloxy, --NR 8  R 9  or --.sup.⊕ NR 8  R 9  R 10  An.sup.⊖ wherein R 8 , R 9  and R 10  independently are C 1  -C 4  alkyl or phenyl-C 1  -C 4  alkyl and An.sup.⊖ is an anion, or COR 12  wherein R 12  is phenyl, C 1  -C 6  alkyl or C 1  -C 6  alkyl substituted by phenyl which is unsubstituted or substituted by C 1  -C 4  alkyl or halogen, and wherein the benzo radical A is not substituted or is substituted by halogen, hydroxy, C 1  -C 4  -alkoxy, hydroxy-C 1  -C 4  -alkoxy, phenoxy, C 1  -C 4  -alkylphenoxy, halophenoxy, nitro, amino, N-C 1  -C 4  -alkylamino, N,N-di-C 1  -C 4  -alkylamino, phenylamino, C 1  -C 4  -alkylphenylamino, C 1  -C 4  -alkoxyphenylamino or halophenylamino. 
     
     
       2. A 1,4-diaminoanthraquinone compound of claim 1, wherein R 1  and R 2  are each hydrogen. 
     
     
       3. A 1,4-diaminoanthraquinone compound of claim 1, wherein R 3  is the CN group. 
     
     
       4. A 1,4-diaminoanthraquinone compound of claim 1, wherein R 7  is either unsubstituted C 1  -C 4  -alkyl, or C 1  -C 4  -alkyl substituted by phenyl. 
     
     
       5. A 1,4-diaminoanthraquinone compound of claim 1, wherein the benzo radical A is not substituted. 
     
     
       6. A 1,4-diaminoanthraquinone compound of claim 1, wherein R 1  is hydrogen, R 2  is hydrogen, phenyl which is unsubstituted or substituted by C 1  -C 4  -alkyl, or it is C 1  -C 4  -alkyl, cyclohexyl or C 2  H 4  OCH 3 , R 3  is hydrogen or CN, and R 7  is C 1  -C 4  -alkyl, benzyl or CH 2  CH--CH 3  --O--COCH 3  and wherein the benzo radical A is not substituted. 
     
     
       7. The 1,4-diaminoanthraquinone compound of claim 1, wherein R 1  and R 2  are hydrogen, R 3  is cyano, R 7  is n-butyl, and the benzo radical A is not substituted.